Structure via PubChem · Public domain (PubChem)
N5-Methylglutamine
Sign in to saveAlso known as N(5)-methyl-L-glutamine, N5-methyl-L-glutamine, N-Methyl-L-glutamine, Ndelta-Methyl-L-glutamine
γ-Glutamylmethylamide (gamma-glutamylmethylamide, GMA, N-methyl-L-glutamine, metheanine) is an amino acid analog of the proteinogenic amino acids L-glutamic acid and L-glutamine, found primarily in plant and fungal species; simply speaking, it is L-glutamine methylated on the amide nitrogen. It is an identified important biosynthetic intermediate allowing bacteria (e.g., methanotrophs) use of methylated amines as carbon and nitrogen source for growth (and so of significant biotechnological interest).
Chemical data
- Formula
- C6H12N2O3
- Molecular weight
- 160.17 g/mol
- IUPAC name
- (2S)-2-amino-5-(methylamino)-5-oxopentanoic acid
- SMILES
- CNC(=O)CC[C@@H](C(=O)O)N
- InChIKey
- ONXPDKGXOOORHB-BYPYZUCNSA-N
- XLogP
- -3.9
- Polar surface area
- 92.4 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 160.085
Show 3 more facts
- chemical formula
- C₆H₁₂N₂O₃
- canonical SMILES
- CNC(=O)CCC(C(=O)O)N
- isomeric SMILES
- CNC(=O)CC[C@@H](C(=O)O)N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
γ-Glutamylmethylamide (gamma-glutamylmethylamide, GMA, N-methyl-L-glutamine, metheanine) is an amino acid analog of the proteinogenic amino acids L-glutamic acid and L-glutamine, found primarily in plant and fungal species; simply speaking, it is L-glutamine methylated on the amide nitrogen. It is an identified important biosynthetic intermediate allowing bacteria (e.g., methanotrophs) use of methylated amines as carbon and nitrogen source for growth (and so of significant biotechnological interest).
== See also == Theanine Health effects of tea
Excerpted from Wikipedia’s “N5-Methylglutamine” article, available under the CC BY-SA 4.0 licence.